Budget Amount *help |
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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Outline of Final Research Achievements |
In the iodocyclization, the regioselectivity of nucleophilic position toward alkynes has established as Baldwin’s role. Therefore, the control of the cyclization mode is difficult when both endo- and exo-mode are favored. I have developed the unified methodology for controlling the iodocyclization mode of alkynes by using directing groups. Amide-substituted alkynes, namely ynamides, were suitable for endo-selective iodocyclizations. In contrast, the iodocyclization of alkynes proceeded in exo mode when silyl groups were used as directing groups. During the course of this project, I serendipitously found that 3-methylene-4-amido-1,2-diazetidine was prepared for the first time via formal [2+2] cycloaddition of an allenamide and an azo compound. This worked as a formal 1,4-dipole precursor toward nucleophilic addition with various silyl nucleophiles.
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